{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,3]],"date-time":"2026-09-03T21:13:21Z","timestamp":1788470001871,"version":"build-2803163510"},"reference-count":15,"publisher":"American Chemical Society (ACS)","issue":"24","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Org. Lett."],"published-print":{"date-parts":[[2000,11,1]]},"DOI":"10.1021\/ol006618v","type":"journal-article","created":{"date-parts":[[2002,7,26]],"date-time":"2002-07-26T06:06:54Z","timestamp":1027663614000},"page":"3877-3879","source":"Crossref","is-referenced-by-count":59,"title":["Palladium-Catalyzed Additions of Silyl-Element Bonds to BicyclopropylideneA New Access to Bicyclopropyl and Functionally Substituted Cyclopropylidenepropane Derivatives"],"prefix":"10.1021","volume":"2","author":[{"given":"Tim","family":"Pohlmann","sequence":"first","affiliation":[{"name":"Institut f\u00fcr Organische Chemie der Georg-August-Universit\u00e4t G\u00f6ttingen, Tammannstrasse 2, D-37077 G\u00f6ttingen, Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Armin","family":"de Meijere","sequence":"additional","affiliation":[{"name":"Institut f\u00fcr Organische Chemie der Georg-August-Universit\u00e4t G\u00f6ttingen, Tammannstrasse 2, D-37077 G\u00f6ttingen, Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2000,11,3]]},"reference":[{"key":"ol006618vb00001\/ol006618vb00001_1","doi-asserted-by":"crossref","first-page":"1948","DOI":"10.1021\/jo00005a055","volume":"56","author":"Ito Y.","year":"1991","journal-title":"J. Org. Chem."},{"key":"ol006618vb00001\/ol006618vb00001_2","doi-asserted-by":"crossref","first-page":"6487","DOI":"10.1021\/ja00068a003","volume":"115","author":"Murakami M.","year":"1993","journal-title":"J. Am. Chem. Soc."},{"key":"ol006618vb00001\/ol006618vb00001_3","doi-asserted-by":"crossref","first-page":"3221","DOI":"10.1021\/cr9902805","volume":"100","author":"Suginome M.","year":"2000","journal-title":"Chem. Rev."},{"key":"ol006618vb00002\/ol006618vb00002_1","doi-asserted-by":"crossref","first-page":"2626","DOI":"10.1002\/ange.19971092237","volume":"109","author":"Suginome M.","year":"1997","journal-title":"Angew. Chem."},{"key":"ol006618vb00002\/ol006618vb00002_2","doi-asserted-by":"crossref","first-page":"2777","DOI":"10.1039\/cc9960002777","author":"Suginome M.","year":"1996","journal-title":"J. Chem. Soc., Chem. Commun."},{"key":"ol006618vb00003\/ol006618vb00003_1","doi-asserted-by":"crossref","first-page":"3561","DOI":"10.1021\/jo00369a001","volume":"51","author":"Chenard B. L.","year":"1986","journal-title":"J. Org. Chem."},{"key":"ol006618vb00004\/ol006618vb00004_1","first-page":"89","volume":"207","year":"1999","journal-title":"Topics Curr. Chem."},{"key":"ol006618vb00005\/ol006618vb00005_1","doi-asserted-by":"crossref","first-page":"867","DOI":"10.1002\/ange.19790911104","volume":"91","author":"de Meijere A.","year":"1979","journal-title":"Angew. Chem."},{"key":"ol006618vb00005\/ol006618vb00005_2","first-page":"1","volume-title":"The Chemistry of the Cyclopropyl Group","author":"Wiberg K.","year":"1987"},{"key":"ol006618vb00006\/ol006618vb00006_1","doi-asserted-by":"crossref","first-page":"1317","DOI":"10.1021\/cr00037a009","volume":"95","author":"Horn K. A.","year":"1995","journal-title":"Chem. Rev."},{"key":"ol006618vb00007\/ol006618vb00007_1","doi-asserted-by":"crossref","first-page":"502","DOI":"10.1021\/jo00054a040","volume":"58","author":"Bicyclopropylidene","year":"1993","journal-title":"J. Org. Chem."},{"key":"ol006618vb00008\/ol006618vb00008_1","unstructured":"Becker, H., Dissertation, Georg-August-Universit\u00e4t G\u00f6ttingen, 1997."},{"key":"ol006618vb00009\/ol006618vb00009_1","unstructured":"Preparation of 1,3-bis(fluorodimethylsilyl)-1-cyclopropylidenepropane(13a).A solution of 1.73 g (11.2 mmol) of 1,2-difluoro-1,1,2,2-tetramethyldisilane (12a), 900 mg (11.2 mmol) of bicyclopropylidene (1), and 158 mg (0.23 mmol) of bis(triphenylphosphine)palladium(II) chloride in 10 mL of benzene was heated under an argon atmosphere in a screw-capped Pyrex bottle at 70 \u00b0C for 12 h. Kugelrohr distillation (145 \u00b0C, 100 Torr) gave 1.97 g (8.42 mmol, 75%) of13aas a colorless liquid. IR (film):\u2009 \u03bd 3045 cm-1(C\u2212H), 3017 (C\u2212H), 2963 (C\u2212H), 2922 (C\u2212H), 1728, 1407, 1258 (Si\u2212CH3), 1046, 915, 868.1H NMR (250 MHz, CDCl3):\u2009 \u03b4 0.20 [d,3JHF= 7.5 Hz, 6 H, Si(CH3)2], 0.33 [d,3JHF= 7.4 Hz, 6 H, Si(CH3)2], 0.91 (dt,3JHF= 11.3 Hz,3JHH= 6.4 Hz, 2 H, 3-H), 1.05 (s, 4 H,cPr-H), 2.36\u22122.43 (m, 2 H, 2-H).13C NMR (62.9 MHz, CDCl3, plus DEPT):\u2009 \u03b4 \u22121.53 [+, d,2JCF= 14.9 Hz, 2 C, Si(CH3)2], \u22120.87 [+, d,2JCF= 15.7 Hz, 2 C, Si(CH3)2], 1.45 (\u2212,cPr-CH2), 2.85 (\u2212,cPr-CH2), 16.58 (\u2212, d,2JCF= 13.6 Hz, C-3), 26.52 (\u2212, C-2), 127.50 (Cquat, d,2JCF= 16.2 Hz, C-1), 134.82 (Cquat, d,4JCF= 4.8 Hz,cPr-Cquat). MS (CI, NH3)m\/z(%):\u2009 271\/270\/269 (5\/16\/72) [M + NH3+ NH4+], 254\/253\/252 (7\/19\/100) [M + NH4+]. Anal. Calcd for C10H20F2Si2(234.4):\u2009 C, 51.23; H, 8.60. Found:\u2009 C, 51.51; H, 8.85."},{"key":"ol006618vb00011\/ol006618vb00011_1","doi-asserted-by":"crossref","first-page":"3979","DOI":"10.1016\/S0040-4039(00)80398-6","volume":"29","author":"The","year":"1988","journal-title":"Tetrahedron Lett."},{"key":"ol006618vb00012\/ol006618vb00012_1","volume":"2491","author":"For","year":"2000","journal-title":"Org. 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